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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Middletown apartments

Interior

Apartment in Wallkill

Dream getaway apartment in the foot of Gunks Ridge
9.6 out of 10, Exceptional, (24 reviews)
"Serg’s place was comfortable and clean! It was a perfect location for me and my friends to stay while rock climbing in the Gunks. We did not feel cramped or unsafe and the complementary tea was a hit! One thing to note is that both of the beds were low to the ground (below knee level) so if someone has knee or back problems, it might be difficult to stand up out of bed. "
United States
Mary S.
The price is €141
includes taxes & fees
4 Mar - 5 Mar
Dream getaway apartment in the foot of Gunks Ridge
TV

Apartment in Highland Falls

Cozy 1-bedroom retreat minutes from West Point!
10.0 out of 10, Exceptional, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is €163
includes taxes & fees
16 Mar - 17 Mar
Cozy 1-bedroom retreat minutes from West Point!
Fridge, oven, stovetop, coffee/tea maker

Apartment in Highland Falls

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
9.8 out of 10, Exceptional, (16 reviews)
"Great Unit."
United States
Rudy R.
The price is €248
includes taxes & fees
25 Mar - 26 Mar
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Fridge, microwave, oven, stovetop

Apartment in Highland Falls

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
10.0 out of 10, Exceptional, (5 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is €205
includes taxes & fees
4 Mar - 5 Mar
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Exterior detail

Apartment in Port Jervis

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
10.0 out of 10, Exceptional, (6 reviews)
"House was clean and parking was easy! Close to downtown Port Jervis, with some great restaurants. The owners were so kind, and were so helpful!"
United States
Jen C.
The price is €288
includes taxes & fees
17 Mar - 18 Mar
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Exterior detail

Apartment in Beacon

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
10.0 out of 10, Exceptional, (53 reviews)
"We havld a good time. The room was comfortable and perfectly located!"
United States
Brandy C.
The price is €211
includes taxes & fees
4 Mar - 5 Mar
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
1 bedroom, iron/ironing board, free WiFi, bed sheets

Apartment in Newburgh

Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (67 reviews)
"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."
United States
Lou F.
The price is €266
includes taxes & fees
4 Mar - 5 Mar
Cozy country efficiency in the Hudson Valley
Property grounds

Apartment in Wallkill

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, (74 reviews)
"Wonderful, clean accommodations, with very responsive host."
United States
Connor H.
The price is €219
includes taxes & fees
17 Mar - 18 Mar
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Interior

Apartment in Beacon

Stylish & Pet-Friendly Apartment in Beacon
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and great place to stay. "
United States
Charlene D.
The price is €225
includes taxes & fees
4 Mar - 5 Mar
Stylish & Pet-Friendly Apartment in Beacon
Desk, WiFi, bed sheets

Apartment in Monroe

Rustic Lakefront Studio w/ Deck + Workspace
8.0 out of 10, Very good, (1 review)
"Clean room.good host"
United States
Ayman
Rustic Lakefront Studio w/ Deck + Workspace
TV

Apartment in Highland Falls

Walk to WP Gate + Free Parking!
9.8 out of 10, Exceptional, (21 reviews)
"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"
United States
Pamela
The price is €301
includes taxes & fees
31 Mar - 1 Apr
Walk to WP Gate + Free Parking!
1 bedroom, free WiFi, bed sheets, wheelchair access

Apartment in Warwick

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
10.0 out of 10, Exceptional, (35 reviews)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
The price is €229
includes taxes & fees
8 Mar - 9 Mar
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Exterior detail

Apartment in Beacon

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
9.8 out of 10, Exceptional, (45 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is €202
includes taxes & fees
8 Mar - 9 Mar
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
1 bedroom, desk, iron/ironing board, free WiFi

Apartment in Wurtsboro

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
9.0 out of 10, Wonderful, (2 reviews)
"The host was very welcoming and very responsive. The apartment was very cute and super clean. I came up for a Halloween event put on by a friend the location was very convenient in the downtown area and I could walk to most of the places I needed to get to I very much enjoyed my stay here and would stay again if I’m in the area. "
United States
Sheena C.
The price is €232
includes taxes & fees
4 Mar - 5 Mar
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Fridge, microwave, oven, stovetop

Apartment in Warwick

The Wine House, Sitting atop of Warwick's brand new Wine Bar
10.0 out of 10, Exceptional, (27 reviews)
"Great place, close to everything in Warwick, would stay again"
United States
Chris K.
The price is €219
includes taxes & fees
4 Mar - 5 Mar
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Property grounds

Apartment in Monroe

Villa Verde B&B, Greenwood Lake NY, 1
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is €225
includes taxes & fees
11 Mar - 12 Mar
Villa Verde B&B, Greenwood Lake NY, 1
3 bedrooms, desk, iron/ironing board, travel cot

Apartment in Highland Falls

Local Artist Inspired | Walk to WestPoint + King Bed
9.4 out of 10, Exceptional, (12 reviews)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is €344
includes taxes & fees
4 Mar - 5 Mar
Local Artist Inspired | Walk to WestPoint + King Bed
Outdoor dining

Apartment in Vernon Township

The Appalachian at Mountain Creek
The Appalachian at Mountain Creek
Microwave, oven, stovetop, dishwasher

Apartment in Montgomery

Modern Hudson Valley Apt 202 - King/Queen/Twin
9.8 out of 10, Exceptional, (16 reviews)
"We had a great stay!! I booked for a “get ready” spot for my wedding and it was everything I could have dreamed of. Everything was perfect and very clean! Can’t wait to book again Very centrally located near some amazing small boutiques, a couple restaurants. The town seemed like a popular spot on the weekend! "
United States
Tiffani H.
The price is €230
includes taxes & fees
8 Mar - 9 Mar
Modern Hudson Valley Apt 202 - King/Queen/Twin
Apartment (0 Bedroom) | Interior

Apartment in Westbrookville

Close to Trails: Studio w/ Water Views
3.0 star property
The price is €202
includes taxes & fees
8 Mar - 9 Mar
Close to Trails: Studio w/ Water Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Hotel Reviews

Tru by Hilton Middletown

Tru by Hilton Middletown

10/10 Excellent
"The room was very clean and the staff was very pleasant. "
Jamie 1-night trip
Posted 2 days ago
Tru by Hilton Middletown

Find out more about Middletown

Middletown Apartments information

Number of reviews
364
Accommodation
147 Apartments
Lowest Price
€141
Highest Price
€344

Frequently asked questions

What's it like to stay at an apartment in Middletown?
You'll find a lot of options for your stay in Middletown with 41 accommodation options. Though there aren't many apartments, we can help you locate accommodation that is similar. When you search on Expedia, you can use the filters to search for a kitchen— one of the conveniences often found in an apartment. You can also search for similar property types like holiday homes, condos or cabins. You might want to visit the area's shops and enjoy its restaurants.
Why would you choose an apartment over a traditional hotel room?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for solo travellers who want to stay in at night and plan out their next day, and also for families wanting the conveniences of home.
What's a favourite apartment for my stay in Middletown?
Here are some of the more popular apartments in the area: Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer: Located in Beacon , 23.6 mi/37.9 km from the heart of Middletown. Includes free WiFi and a Smart TV . Access to on-site laundry facilities is available on site . Modern penthouse suite in a restored grain tower with private roof deck.: Located 13.5 mi/21.7 km away in Warwick . Free WiFi, a balcony and a Smart TV are included . Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer: Located in Beacon , 23.6 mi/37.9 km away. Includes a Smart TV . Access to on-site laundry facilities is available on site . Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located 16.8 mi/27.1 km away in Wallkill . Free WiFi, a balcony and a Smart TV are included . Access to on-site laundry facilities is available on site . Spectacular Log Home Estate North Wing Unit: Located in Marlboro , 25.3 mi/40.8 km from Middletown. Includes a balcony, a dining area and a Smart TV . Access to on-site laundry facilities is available on site .
What can I expect from the weather in Middletown?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Middletown. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Middletown are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What should I see in Middletown?
Middletown is known for its restaurants and shops. Thomas Bull Memorial Park and Highland Lake are a couple of scenic spots to enjoy the outdoors, whereas Paramount Theatre is one of the cultural attractions. Other places in town to visit include Orange County Fair Speedway and Orange County Fairgrounds.
What's the best way to get to and around Middletown?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 17.8 mi (28.7 km) away from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.